4-Methylmorpholine → HCID 178425962、化合物

HRID 647399

反応式

HRID 647399 の反応式
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:8]([NH:10][C@H:11]([C:31]([NH:33][C@H:34]([C:39]([OH:41])=[O:40])[CH2:35][CH:36]([CH3:38])[CH3:37])=[O:32])[CH2:12][CH2:13][CH2:14][NH:15][C:16](=[NH:30])[NH:17][S:18]([C:21]1[C:28]([CH3:29])=[CH:27][C:25]([CH3:26])=[CH:24][C:22]=1[CH3:23])(=[O:20])=[O:19])=[O:9])[CH2:3][CH2:4][C:5](=[O:7])[NH2:6].[NH:52]([C:68]([O:70][C:71]([CH3:74])([CH3:73])[CH3:72])=[O:69])[C@H:53]([C:58](ON1C(=O)CCC1=O)=[O:59])[CH2:54][CH:55]([CH3:57])[CH3:56].CN1CCOCC1.NCCN1CCNCC1>CN(C)C=O.[Pd]>[NH:52]([C:68]([O:70][C:71]([CH3:73])([CH3:72])[CH3:74])=[O:69])[C@H:53]([C:58]([NH:1][C@H:2]([C:8]([NH:10][C@H:11]([C:31]([NH:33][C@H:34]([C:39]([OH:41])=[O:40])[CH2:35][CH:36]([CH3:38])[CH3:37])=[O:32])[CH2:12][CH2:13][CH2:14][NH:15][C:16](=[NH:30])[NH:17][S:18]([C:21]1[C:28]([CH3:29])=[CH:27][C:25]([CH3:26])=[CH:24][C:22]=1[CH3:23])(=[O:20])=[O:19])=[O:9])[CH2:3][CH2:4][C:5](=[O:7])[NH2:6])=[O:59])[CH2:54][CH:55]([CH3:57])[CH3:56]

参加物

7

反応物 4

HCID 79724-MethylmorpholineHCID 8795AminoethylpiperazineHCID 11023929Boc-Leu-OSuHCID 178425963HCID 178425963、化合物

生成物 1

HCID 178425962HCID 178425962、化合物収率 90.1%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 6228Dimethylformamide溶媒

実験手順

In 120 ml of dimethylformamide are dissolved 9.5 g (13 millimoles) of Z-Gln-Arg(Mts)-Leu-OH obtained according to the process of Example 20 and 5.2 g (16 millimoles) of Boc-Leu-OSu, and 1.43 ml of N-methylmorpholine is added to the solution. Then 0.5 g of 10% Pd-C is added to the mixture, and the mixture is stirred for 5 hours in a current of H2. The N-(2-aminoethyl)piperazine is added to the mixture, the mixture is stirred for 1 hour. The 10% Pd-C is recovered by filtration, and the mixture is cancentrated under reduced pressure. The residue is added to a liquid mixture of 100 ml of ethyl acetate and 200 ml of a dilute aqueous solution of citric acid. The mixture is sufficiently stirred, and the ethyl acetate layer is recovered, washed with water, dried and concentrated under reduced pressure. Ether is added to the concentrate and the precipitate is recovered by filtration to obtain 9.5 g of intended Boc-Leu-Gln-Arg(Mts)-Leu-OH (the yield being 86.5%).

後処理

  1. customobtained
  2. additionis added to the solution
  3. stirringthe mixture is stirred for 1 hour
  4. filtrationThe 10% Pd-C is recovered by filtration
  5. additionThe residue is added to a liquid mixture of 100 ml of ethyl acetate and 200 ml of a dilute aqueous solution of citric acid
  6. stirringThe mixture is sufficiently stirred
  7. customthe ethyl acetate layer is recovered
  8. washwashed with water
  9. customdried
  10. concentrationconcentrated under reduced pressure
  11. additionEther is added to the
  12. concentrationconcentrate
  13. filtrationthe precipitate is recovered by filtration

出典と根拠

ORDレコード
ord-db098f4765ef44d5a546f26b6cd99fb0
出典データセット
uspto-grants-1983_10
特許番号
US04407745

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